Oyster Bay vacation rentals

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Top-rated vacation rentals in Oyster Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Long Island

4.98 out of 5 average rating, 128 reviews

Eco-friendly Apartment. in Cozy home pvt entrance.

This stylish place to stay is perfect for anyone looking to get away! You have own entire floor with private entrance, and many amenities. This spacious airbnb comes with fully stocked entertainment system, work out equipment, fire place, super fast wifi. This aribnb is located by prime locations such as 20 mins to jones & long beach, 15 minutes to nautica mile, roosevelt field mall, 10 minutes to Eisenhower Park, 5 mins to Nassau Coliseum, 20 min to USB arena + more. your bathroom is private.

Aug 9 – 16

G$31,159 GYD per night

Guest favorite

Guesthouse in Oyster Bay

4.96 out of 5 average rating, 179 reviews

GORGEOUS & SERENE in Oyster Bay - LI/NY

Our small, modern bungalow is completely private. Perfect for working as it is for a romance, or just coming to LI-NY for the weekend. The luxurious queen bed is great, alone, or shared, and the custom sofa converts into another bed or two in a pinch (ask us about this before booking, it's got its limits); keep in mind that this is an open loft-like space. We're located on Long Island's North Shore, close to beaches yet only 45-minutes from Manhattan, and less than an-hour to The Hampton's.

Jan 5 – 12

G$58,351 GYD per night

Guest favorite

Apartment in Huntington

4.97 out of 5 average rating, 219 reviews

Historic Huntington Village Private Retreat

50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Jan 15 – 22

G$26,670 GYD per night

Guest favorite

Guest suite in Bayville

4.91 out of 5 average rating, 426 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Dec 20 – 27

G$17,724 GYD per night

Guest favorite

Apartment in Deer Park

4.96 out of 5 average rating, 113 reviews

Best Studio-Private Entrance+Parking-Close To All

Make yourself at home! This Deer Park Den is your perfect suburban hideaway in the heart of Long Island, close to everything and right in the middle of all the fun. Walking distance to lots of great restaurants that give you plenty of great options for ordering in or dining out. Other local destinations include: - Tanger outlets (1 Mile) - Heartland Golf Park (1.5 Miles) - Edgewood Oak Brush Plains Preserve (0.5 Mile) - Robert Moses state park (12 Miles) - Sunken Meadow state park (12 miles)

Mar 16 – 23

G$26,973 GYD per night

Superhost

Apartment in Oyster Bay

4.79 out of 5 average rating, 219 reviews

Spacious Apartment Rental in Heart of Oyster Bay

Spacious apartment rental. Full 2nd-floor apartment in a legal 2-family home in the heart of Oyster Bay. 3 bedrooms, large living room & nice fully equipped kitchen. Wifi & cable Brief walk down into town, restaurants, brewery, waterfront center (kayak, paddleboard, sailboat rental). Walk to LIRR to NYC and JFK air-train. Short drive to Sagamore Hill, Planting Fields, Cold Spring Harbor & Huntington Village Good proximity to NYC or points east. Having a vehicle recommended.

Aug 23 – 30

G$37,008 GYD per night

Guest favorite

Apartment in Bethpage

4.97 out of 5 average rating, 215 reviews

Comfy studio in Bethpage

This upstairs studio is in the heart of Long Island. You will find towels, sheets, a full kitchen with dishes and cutlery. The refrigerator unit has a full sized freezer and fridge. The oven is electric and full sized as well. There is a desk area with Wi-Fi. I have Verizon service. It also has a Vizio smart TV. There is free street parking. Quiet hours are from 10pm until 7am. Loud footsteps and television, running, jumping and conversations disturb my guests below.

Jul 2 – 9

G$30,887 GYD per night

Guest favorite

Apartment in Huntington Station

4.95 out of 5 average rating, 130 reviews

Lovely brand new apt 2 min away from train station

Have a fun getaway at this stylish beautiful place. In a brand new home, super fast wifi for remote work for business travelers or family. Walking distance from train station and 5 minutes away from Huntington Historic Village or take a 45 min train ride to NYC. Enjoy all the local restaurants, shops, bars and Paramount theater. Do you want to take a flight around NYC on a private plane? Ask host for more details. Central AC/Heat 1GB wifi speed

Aug 31 – Sep 7

G$38,351 GYD per night

Guest favorite

Home in Centerport

4.94 out of 5 average rating, 113 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC"! Welcome to Long Island's Gold Coast! Enjoy stunning beachfront views from this charming home. You may spot the bald eagle family that lives around the corner! Local spots to visit include the Vanderbilt Mansion and Planetarium, Caumsett State Park Preserve, Del Vino Vineyards, Paramount Theatre, Downtown Huntington, Northport Main Street shops and restaurants, and more!

Sep 2 – 9

G$126,218 GYD per night

Guest favorite

Apartment in Northport

4.91 out of 5 average rating, 130 reviews

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Jan 23 – 30

G$26,584 GYD per night

Guest favorite

Apartment in Glen Cove

4.95 out of 5 average rating, 148 reviews

Comfy and very spacious apartment!

Very quiet and relaxing one bedroom apartment on cul-de-sac. This is a basement apartment, it has a flat screen TV with cable and with fully equipped kitchen, updated bathroom with extra large shower, bed linens and towels are supplied. It is located 4 miles from LIU CW post campus for those parents visiting their children. We are located 35-40 minutes from Manhattan. No public transportation near by.

Jul 29 – Aug 5

G$26,532 GYD per night

Guest favorite

Home in Stamford

4.98 out of 5 average rating, 131 reviews

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING

Welcome, to newly renovaded small studio for one guest with private entrance, bathroom, small kitchen with microwave, coffee maker and refrigerator. Off the street parking, you have your spot reserved during your stay. One mile from I-95, walk to shopping and restaurants, five minutes drive to Stamford downtown.

Sep 12 – 19

G$20,317 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oyster Bay vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Oyster Bay's top sights

Theodore Roosevelt Memorial Park6 locals recommend

Mario's Pizzeria of Oyster Bay3 locals recommend

Taby's Burger House3 locals recommend

Other great vacation rentals in Oyster Bay

Guest favorite

Apartment in Mamaroneck

4.93 out of 5 average rating, 176 reviews

2 Bed/1 Bath Private Apartment in Mamaroneck

Apr 13 – 20

G$28,802 GYD per night

Guest favorite

Apartment in Massapequa

4.94 out of 5 average rating, 108 reviews

New apartment in private home in nice neighborhood

Jun 13 – 20

G$20,615 GYD per night

Guest favorite

Guest suite in Smithtown

4.96 out of 5 average rating, 150 reviews

Cozy Studio near LIRR & 5 miles from Stony Brook U

Dec 15 – 22

G$15,827 GYD per night

Guest favorite

Cabin in Huntington

4.87 out of 5 average rating, 241 reviews

Captain's Cottage on Working Farm with Animals

Apr 17 – 24

G$70,506 GYD per night

Guest favorite

Apartment in Great Neck

4.97 out of 5 average rating, 124 reviews

Eve suite, 5 mins to LIJ Hospital & train station

Jul 22 – 29

G$28,733 GYD per night

Guest favorite

Guest suite in Huntington Station

4.97 out of 5 average rating, 296 reviews

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Feb 25 – Mar 4

G$40,914 GYD per night

Guest favorite

Apartment in Harrison

4.96 out of 5 average rating, 247 reviews

Luxury Private Apartment - Walk to Train for NYC!

Mar 20 – 27

G$26,887 GYD per night

Guest favorite

Home in Hicksville

4.86 out of 5 average rating, 117 reviews

Entire house in Hicksville

Jan 7 – 14

G$34,093 GYD per night

Show all

Other great vacation rentals in Oyster Bay

Guest favorite

Guesthouse in Bayville

4.97 out of 5 average rating, 39 reviews

Adorable 1 bedroom beachside cottage

Dec 6 – 13

G$49,765 GYD per night

Superhost

Guest suite in Huntington

4.92 out of 5 average rating, 37 reviews

New furnished Studio with separate entrance

Aug 29 – Sep 5

G$27,906 GYD per night

Superhost

Guesthouse in Locust Valley

4.78 out of 5 average rating, 37 reviews

Gold Coast Gem

Nov 26 – Dec 3

G$36,196 GYD per night

Guest favorite

Home in Huntington Station

5.0 out of 5 average rating, 12 reviews

2 Bed with private Main Entrance

Oct 17 – 24

G$32,260 GYD per night

Guest favorite

Home in Cold Spring Harbor

4.98 out of 5 average rating, 49 reviews

Captain’s Cottage Water Views -3 Bdrm

Aug 17 – 24

G$169,254 GYD per night

Guest favorite

Apartment in Wantagh

4.97 out of 5 average rating, 61 reviews

Boho Basement Apartment with Private Entrance

Aug 25 – Sep 1

G$24,981 GYD per night

Guest favorite

Guesthouse in Seaford

4.99 out of 5 average rating, 67 reviews

Modern Adventure Studio/Seaford

Jul 15 – 22

G$22,672 GYD per night

Guest favorite

Apartment in Bethpage

5.0 out of 5 average rating, 9 reviews

Full modern 1Bdr Apt w/ Private Entrance on 2nd FL

Aug 2 – 9

G$28,043 GYD per night

Show all

Quick stats about vacation rentals in Oyster Bay

Total rentals
10 properties
Local attractions
Theodore Roosevelt Memorial Park, Mario's Pizzeria of Oyster Bay, and Taby's Burger House
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Wifi availability
10 properties include access to wifi
Total number of reviews
1.5K reviews
Nightly prices starting at
G$12,509 GYD before taxes and fees

Oyster Bay vacation rentals

Top-rated vacation rentals in Oyster Bay

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Oyster Bay vacation rentals

Stay near Oyster Bay's top sights

Other great vacation rentals in Oyster Bay

Apartment in Mamaroneck

Apartment in Massapequa

Guest suite in Smithtown

Cabin in Huntington

Apartment in Great Neck

Guest suite in Huntington Station

Apartment in Harrison

Home in Hicksville

Other great vacation rentals in Oyster Bay

Guesthouse in Bayville

Guest suite in Huntington

Guesthouse in Locust Valley

Home in Huntington Station

Home in Cold Spring Harbor

Apartment in Wantagh

Guesthouse in Seaford

Apartment in Bethpage

Quick stats about vacation rentals in Oyster Bay

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore